Can Teams Improve Estimating Skill?

Estimating can bring out strong reactions, and for good reason. Mike Cohn and Brian Milner unpack why it gets misused, what “estimate responsibly” really means, and how to use planning to make better decisions without turning numbers into weapons.

Overview

In this episode, Brian sits down with Mike Cohn to talk about estimating and planning in a way that teams can actually live with. They explore why estimates became such a hot button topic, what the “no estimates” movement is reacting to, and how Mike’s thinking has evolved over time. You will hear practical guidance on story points versus time, why teams should estimate only when it helps someone make a decision, and how to keep estimates from damaging trust. They also cover where flow metrics help, where they fall short, and how teams build credibility with leadership through responsible planning.

References and resources mentioned in the show:

Mike Cohn
Estimating & Planning in Agile - A 2026 Field Guide
Accurate Agile Planning Course
Blog: Estimating and Planning in Agile: Why They Still Matter in 2026 by Mike Cohn
Blog: Getting Better Estimates Is Easier Than You Think by Mike Cohn
Blog: What Are Agile Story Points? By Mike Cohn
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This episode’s presenters are:

Brian Milner is a Certified Scrum Trainer®, Certified Scrum Professional®, Certified ScrumMaster®, and Certified Scrum Product Owner®, and host of the Agile Mentors Podcast training at Mountain Goat Software. He's passionate about making a difference in people's day-to-day work, influenced by his own experience of transitioning to Scrum and seeing improvements in work/life balance, honesty, respect, and the quality of work.

Mike Cohn, CEO of Mountain Goat Software, is a passionate advocate for agile methodologies. Co-founder of Agile Alliance and Scrum Alliance, he thrives on helping companies succeed with Agile and witnessing its transformative impact on individuals' careers. Mike resides in Northern Idaho with his family, two Havanese dogs, and an impressive hot sauce collection.